Main content starts here, tab to start navigating

Exploring Beacon Hill: A Perfect Weekend Itinerary

Nestled in the heart of Boston, Beacon Hill is a neighborhood that radiates charm and history. With its cobblestone streets, historic brownstones, and quaint boutiques, it's the perfect destination for a weekend getaway. Whether you're a local or a visitor, spending a day exploring Beacon Hill promises delightful discoveries. To make your day even more special, pair your adventure with a meal at 75 Chestnut, where you can enjoy a delicious brunch or a sophisticated dinner. Here’s a guide to making the most of your Beacon Hill weekend.

Saturday Brunch and Exploration

Start Your Day with Brunch at 75 Chestnut

Kick off your Saturday with a leisurely brunch at 75 Chestnut. Our menu boasts an array of brunch favorites, from stuffed french toast and savory omelets to seasonal specialties and cocktails. Settle in and enjoy the cozy ambiance while you plan your day.

Stroll Through the Historic Streets

After brunch, step outside and wander through Beacon Hill’s picturesque streets. The neighborhood is famous for its Federal-style architecture and charming brick row houses. Don’t miss Acorn Street, often touted as one of the most photographed streets in the country.

Visit the Public Garden and Boston Common

A short walk from Chestnut Street brings you to the Public Garden and the Boston Common, the oldest public park in the United States. Take a leisurely stroll, enjoy the beautiful landscapes, or simply relax on one of the benches and soak in the atmosphere.

Explore the Boston Athenaeum

For a touch of culture, head to the Boston Athenaeum, one of the oldest independent libraries in the country. Its impressive collection and serene reading rooms offer a quiet retreat from the bustling city.

Sunday Adventures and Dinner

A Sunday Stroll on the Charles

Try a walk, bike or kayak by on on the Charles River. Start at the Hatch Shell on the Esplanade and enjoy the view over to Cambridge,

Explore the Charles Street Shops

Take a leisurely stroll down Charles Street, the main commercial artery of Beacon Hill. Here, you’ll find a mix of charming boutiques, antique stores, and specialty shops. It's a great place to pick up unique gifts or simply enjoy a bit of window shopping.

Relax at the Boston Public Garden

Continue your day with a visit to the nearby Boston Public Garden. Famous for its swan boats and beautiful floral displays, it’s a wonderful spot to unwind. Take a leisurely walk or enjoy a peaceful boat ride on the lagoon.

Finish the Weekend with Dinner at 75 Chestnut

End your Beacon Hill weekend with a memorable dinner at 75 Chestnut. Our evening menu features a variety of delectable options, from delicious appetizers to decadent desserts. It’s the perfect way to reflect on your day and enjoy one last culinary treat before heading home.


Beacon Hill offers a blend of history, culture, and charm that makes for an unforgettable weekend. By pairing your explorations with a meal at 75 Chestnut, you’re ensuring a perfect blend of local flavor and delightful dining. We look forward to welcoming you and helping you create wonderful memories in one of Boston’s most enchanting neighborhoods.